Perhaps age is just a number after all.
When Canadian-born actor and heartthrob Ryan Reynolds stepped out with Canadian singer Alanis Morissette in , people were more than a little surprised. Morissette, 41, and Reynolds, 38, met at a party and hit it off so much they were engaged two years later.
People were surprised by the pairing, but the couple seemed very happy until they broke off their engagement in By the next year, Reynolds was married to actress Scarlett Johanssen and they divorced in Morisette married Mario Treadway in and they had a son, Ever, that same year. Cameron Diaz, 43 has dated her fair share of Hollywood hunks in her life. From Justin Timberlake to Matt Dillon, she's covered a lot of ground. The two seemed like an unlikely pairing, but they stayed together from to The two were even rumoured to be engaged at one point, but shortly after those rumours surfaced, they broke things off.
Diaz is now married to Good Charlotte singer, Benji Madden, 36, and Leto has been focusing his efforts on his acting career. The two might have been similarly famous in the 90s, but Madonna's career has certainly remained more upfront than Vanilla Ice's has. The two dated for eight months in , and thinking of them together now is downright bizarre, but at the time it seemed like a decent match. Still, in , Vanilla Ice spoke about their relationship and said, "She was older than me and a great lover.
She's still the oldest person I've ever been with, so it was an experience. Perhaps Madonna has a thing for rappers, because after she dated Vanilla Ice, she moved on to iconic rapper Tupac. Madonna met Tupac in at an awards show, but it wasn't until this year that Madonna confirmed the relationship had happened at all.
The length of their relationship isn't clear, other than the fact it had ended before Tupac went to prison in Tragically, Tupac was shot and killed the following year as he was leaving a boxing match in Vegas.
Tupac would be 44 if he were still alive today. Both incredibly successful actors today, dame Helen Mirren and Liam Neeson dated in the s before their careers were quite as big as they are now. Neeson, 63, and Mirren, 70, lived together for four years before their relationship ended, so it was definitely more than just a fling.
Mirren married Taylor Hackford in , and in Neeson married actress Natasha Richardson whom he was with until her tragic death in Kim Kardashian is now married to actor Kanye West and Nick Lachey is married to Vanessa Lachey, but before they found their respective matches, both Kardashian and Lachey had a string of relationships with other Hollywood hotties, and that string included a brief fling with each other. In , Lachey spoke out about dating Kardashian in and called her out for using him to benefit her own celebrity status: We went to a movie. No one followed us there.
Blake Lively and Ryan Reynolds were first rumored in October , after they They hadn't even officially confirmed they were dating when they tied the knot. Blake Lively is married to Ryan Reynolds; Blake Lively dated Leonardo DiCaprio; Blake Lively was rumored to be with Ryan Gosling; Blake Lively dated Penn.
Somehow, mysteriously, when we left, there were 30 photographers waiting outside. Brad Pitt is regarded as one of the hottest men in the world, and he has been so for years. Now 51, Pitt is the father of six children with his wife Angelina Jolie. Before he married Jolie, he had a series of high-profile relationships, including a five year marriage to Jennifer Anniston.
While Anniston and Pitt were Hollywood's golden couple who just seemed to "make sense" together, he had some more surprising relationships before that. Actress Juliette Lewis was just 17 when she began dated Pitt in Pitt, who was ten years her senior, was relatively unknown at the time - he was also ten years her senior! The two stayed together for three years. Acid-tongued mogul and television personality simon Cowell had a brief, though highly publicized relationship with Playboy model and actress Carmen Electra from late to early The pairing was surprising at best, but Electra has a history of dating people who seem unconventional ie.
Mirren married Taylor Hackford in , and in Neeson married actress Natasha Richardson whom he was with until her tragic death in DiCaprio is Hollywood's bike, it's beyond pathetic at this point. Retrieved December 26, Cassie Amato and Leonardo DiCaprio separated Archived from the original on May 2, You can't date Luke Skywalker's mom and not have them hate your guts. Retrieved November 17,
Electra, 43, and Cowell, 55, reportedly ended their relationship after Electra caught Cowell in bed with Lauren Silverman, a woman who was going through a divorce with a close friend of Cowell's. Cowell remained with Silverman and the two now have a son together. Ryan Gosling is one of the most sought-after actors around today, but when he dated Sandra Bullock from , he wasn't nearly as well known as Bullock.
Their age gap is a large part of what made the relationship so surprising, but it seemed to work, at least for a while, for the two of them.
Ryan Gosling is now partnered up with Eva Mendes with whom he has a daughter, and Bullock has an adopted son, Louis, who is five. If an Olsen twin and a professional cyclist who is 15 years her senior seems like an odd pairing to you, you aren't alone. In , when Olsen was 21 and Lance Armstrong was 36, the two reportedly dated until Armstrong ended things for fear it would tarnish his then squeaky clean reputation.
Armstrong has had a series of high-profile relationships with people like Tory Burch, Kate Hudson, and Sheryl Crow, and has been with Anna Hansen since Ashley Olsen is said to be dating Bennett Miller, a film director. Miller is 48, so perhaps Olsen has a thing for older men. Quan April 20, Archived from the original on May 2, Archived from the original on August 31, Retrieved August 24, Archived from the original on October 1, Retrieved May 28, Archived from the original on November 21, Retrieved November 3, Archived from the original on December 22, Retrieved January 7, Archived from the original on August 9, Retrieved August 9, Archived from the original on April 24, Archived from the original on September 9, Retrieved June 22, Archived from the original on November 9, Archived from the original on August 17, Archived from the original on September 28, Archived from the original on June 10, Archived from the original on September 24, Archived from the original on September 23, Archived from the original on July 2, Archived from the original on September 17, I Want Lots of Babies".
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